Sulfoborierung cyclischer Ether — ein präparativer Weg zu Mercaptoalkanolen und Bis(hydroxyalkyl)sulfiden

Sulfoboration of Cyclic Ethers — A Preparative Route to Mercaptoalkanols and Bis(hydroxyalkyl) Sulfides Bis(1,5‐cyclooctanediylboryl) sulfide ( 1 ) reacts slowly with the cyclic ethers A – D to give the O , S ‐bis(9‐BBN)mercaptoalkanols 2a – d in excellent yields. From oxetane ( E ) and 1 , however, 2e is obtained rapidly, which further reacts with E to yield the bis(9‐BBN‐oxypropyl) sulfide 3ee . 2a and c react with E to form mixed thioethers 3ae and 3ce , respectively. The methanolysis of 2a – e leads to the O ‐(9‐BBN)mercaptoalkanols 4a – e . The compounds 2 and 3 react with acetylacetone or with 2‐aminoethanol to yield the mercaptoalkanols 7a – c , e and the bis(hydroxyalkyl) sulfides 8ae , 8ce and 8ee , resp., in high yields beside the 9‐BBN‐chelates 5 or 6 .